4-Chloroaniline → tert-butyl (R)-2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate

HRID 602342

반응식

HRID 602342 반응식
C(OC1C=CC2C(=CC=CC=2)N1C(OCC)=O)C.[C:19]([N:26]1[CH2:33][CH2:32][CH2:31][C@@H:27]1[C:28]([OH:30])=O)([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].[Cl:34][C:35]1[CH:41]=[CH:40][C:38]([NH2:39])=[CH:37][CH:36]=1>C1(C)C=CC=CC=1>[Cl:34][C:35]1[CH:41]=[CH:40][C:38]([NH:39][C:28]([C@H:27]2[CH2:31][CH2:32][CH2:33][N:26]2[C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])=[O:30])=[CH:37][CH:36]=1

참가 물질

5

반응물 3

HCID 78124-ChloroanilineHCID 278332-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineHCID 688022(2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid

생성물 1

HCID 9138711tert-butyl (R)-2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

4.82 g (19.5 mmol) of ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate (EEDQ) are added to a suspension of 2.80 g (13.0 mmol) of N-Boc-D-proline and 1.66 g (13.0 mmol) of 4-chloroaniline in 50 ml of toluene, and the mixture is stirred at room temperature for 3 hours. The reaction mixture is filtered, and petroleum ether is added to the filtrate. The precipitate formed is filtered off and dried, giving tert-butyl (R)-2-(4-chlorophenylcarbamoyl)pyrrolidine-1-carboxylate as colourless crystals; ESI 325.

후처리

  1. filtrationThe reaction mixture is filtered
  2. additionpetroleum ether is added to the filtrate
  3. customThe precipitate formed
  4. filtrationis filtered off
  5. customdried

출처 및 근거

ORD 기록
ord-3d4be8b56c6e4a41abd341a00e524224
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906516B2

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